Dimethylamine → 4-Bromo-N,N-dimethylbenzylamine

HRID 2101208Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2101208
[CH3:1][NH:2][CH3:3].[Br:4][C:5]1[CH:12]=[CH:11][C:8]([CH2:9]Br)=[CH:7][CH:6]=1>CN(C=O)C>[CH3:1][N:2]([CH2:9][C:8]1[CH:11]=[CH:12][C:5]([Br:4])=[CH:6][CH:7]=1)[CH3:3]

Komponenten

4

Edukt 2

HCID 674DimethylamineHCID 685274-Bromobenzyl bromide

Produkt 1

HCID 2357574-Bromo-N,N-dimethylbenzylamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

2M Ethanolic dimethylamine solution (30 ml) was added to a solution of 4-bromobenzyl bromide (5 g) in DMF (20 ml). The mixture was stirred at ambient temperature for 18 h and was then partitioned between ethyl acetate and saturated aqueous sodium hydrogen carbonate solution. The organic phase was dried, evaporated and purified by column chromatography, eluting with a gradient of 0 to 5% methanol in DCM to yield the product as a clear oil. MS (M+H)+ 214. 1H NMR (CDCl3) 2.21 (s, 6H), 3.35 (s, 2H), 7.18 (d, 2H), 7.43 (d, 2H).

Aufarbeitung

  1. customwas then partitioned between ethyl acetate and saturated aqueous sodium hydrogen carbonate solution
  2. customThe organic phase was dried
  3. customevaporated
  4. custompurified by column chromatography
  5. washeluting with a gradient of 0 to 5% methanol in DCM

Quellen und Nachweise

ORD-Eintrag
ord-19cf82d078344070bfef78c87d035b1c
Quelldatensatz
uspto-grants-2009_08
Patentnummer
US07572826B2

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